Dyeing or printing synthetic polyamide textile material



ilnited States Patent 3,311,444 DYEING 0R PEHNTHNG SYNTHETHC PULYAMEDE TEXTHLE MATERIAL Reinhold Krallmann, Ludwigshafen (Rhine), Germany,

assignor to Badische Anilindz Soda-Fabrik Alrtiengesellschatt, Ludwigshafen (Rhine), Germany No Drawing. Filed Dec. 16, 1964, Ser. No. 418.907 Claims priority, application Germany, Dec. 18, 1963, B 74,717 4 Claims. (Cl. 855) This invention relates to a method of dyeing or printing synthetic polyamide textile material in fast black shades and to synthetic p-olyamide textile material which has been dyed black using 5,8-dihydroxy-1,4-naphthoquinone.

Dyeing of synthetic polyamide textile material in fast black shades usually offers difficulty because hardly any unitary dyes are available. As a rule it is necessary to use dye mixtures the individual components of which often exhibit unequal affinity and which in many cases have only unsatisfactory fastness properties. There is therefore a demand for a method by means of which very fast black dyeings or prints can be obtained on textile material of synthetic polyamides in a simple way.

In accordance with the process of this invention, synthetic polyamide textile material is dyed a very fast black by treating the said material at temperatures of from 90 to 220 C. with 5,8-dihydroxy-1,4-naphthoquinone. This treatment is carried out by conventional methods of application, for example with dye liquors or print pastes.

Examples of textile material are fibers, filaments, threads, flock, Woven cloth and knitted cloth. Examples of polyamides are those obtained by polymerization of epsilon-caprolactam, omega-undecanic acid or hexamethylene diamine with adipic acid or which contain such polymers.

Dyeings or prints in black shades having good fastness are obtained on the said textile material according to the new process. The black dyeings are distinguished by good fastness to light and rubbing and very good wet fastness properties.

5,8-dihydroxy-1,4-naphthoquinone (naphthazarin) has already been proposed as a mordant dye for vegetable fibers or for W001, but this compound has not been able to achieve any technical importance (Helvetica Chimica Acta, volume XXVI, part I (1943), 92). Since according to the prior art method, naphthazarin would only go onto the fiber if the material had been rnordanted with metal salts, such as aluminum salts or calcium salts, it could not have been expected that such good and fast dyeings would be obtained with naphthazarin on polyamide textile material Without metal mordants.

The naphthazarin may be used in a form which has been made soluble, for example by sodium bisulfite, or preferably in finely divided form.

Dyeing of synthetic textile material is generally carried out in weakly alkaline to strongly acid aqueous liquors, but preferably in neutral to acid liquors and advantageously at temperatures of from 90 to 125 C. The procedure may however also be that the textile material -is impregnated with an aqueous liquor containing the dye, and the impregnated material is squeezed, dried and heated for a short period at temperatures of from about 140 to 220 C. The dye liquor may have the usual dyeing auxiliaries, for example levelling agents or surfactants, added to it.

For example dye liquors may be used which contain, in 1000 parts, 0.1 to 50 parts of finely divided or solu;

bilized dye, 0.05 to 10 parts of a conventional dyeing auxiliary, for example the reaction product of 1 mole of sperm oil alcohol and moles of ethylene oxide, 0.5 to 5 parts of an acid, such as formic acid or acetic acid, and 900 to 995 parts of water.

For printing there may be used for example print pastes containing as a rule, in 1000 parts, 1 to 150 parts of naphthazarin in finely divided or solubilized form, 200 to 650 parts of a conventional thickener, for example crystal gum, if necessary 1 to 50 parts of a conventional printing auxiliary, for example resorcinol, and 250 to 800 parts of water. After having been printed, the material is steamed as usual or subjected to a heat treatment.

The invention is further illustrated by the following examples. The parts and percentages specified in the examples are by weight.

Example 1 A polyhexamethylene diamine adipate cloth is printed with a paste consisting of 70 parts of finely divided naphthazarin, 600 parts of a crystal gum thickening (1:1) and 330 parts of water. The printed cloth is dried and steamed for thirty minutes. The black print obtained has good light fastness and has very good wet fastness properties.

Example 2 100 parts of polycaprolactam flock is dyed for ninety minutes at to C. in a liquor consiting of 3000 parts of water, 5 parts of finely divided naphthazarin, 2.5 parts of the reaction product of 1 mole of castor oil and 40 parts of ethylene oxide, and 2 parts of 30% aqueous acetic acid. The black dyeing obtained has good fastness to light and very good wet fastness.

We claim:

1. A process for dyeing and printing textile material of synthetic polyamides which comprises contacting said material with 5,8-dihydroxy-1,4-naphthoquinone at temperatures from 90 to 220 C.

2. Textile material of synthetic polyamides which has been dyed by the process as claimed in claim 1.

3. A process as claimed in claim 1 wherein said textile material is impregnated with an aqueous dyeing liquor containing about 0.1 to 50 parts of 5,8-dihydroxy-1,4- naphthoquinone per 1000 parts of liquor, and the impregnated material is then dried and heated to a temperature of about C. to 220 C.

4. A process as claimed in claim 1 wherein there is applied to said textile material a printing paste containing about 1 to parts of 5,8-dihydroxy-1,4-naphth0quinone per 1000 parts of paste, and the material is then dried and treated with steam.

References Cited by the Examiner UNITED STATES PATENTS 8/1954 Sartori 855 OTHER REFERENCES NORMAN G. TORCHIN, Primary Examiner. J.- HER ERT, Assistant Examiner. 

1. A PROCESS FOR DYEING AND PRINTING TEXTILE MATERIAL OF SYNTHETIC POLYAMIDES WHICH COMPRISES CONTACTING SAID MATERIAL WITH 5,8-DIHYDROXY-1,4-NAPHTHOQUINONE AT TEMPERATURES FROM 90 TO 220* C. 